Evaluation of the effects of several zoanthamine-type alkaloids on the aggregation of human platelets

Bioorg Med Chem. 2003 May 15;11(10):2301-6. doi: 10.1016/s0968-0896(03)00107-x.

Abstract

Ten zoanthamine-type alkaloids from two marine zoanthids belonging to the Zoanthus genus (Zoanthus nymphaeus and Zoanthus sp.) along with one semisynthetic derivative were evaluated for their antiplatelet activities on human platelet aggregation induced by several stimulating agents. 11-Hydroxyzoanthamine (11) and a synthetic derivative of norzoanthamine (16) showed strong inhibition against thrombin-, collagen- and arachidonic acid-induced aggregation, zoanthenol (15) displayed a selective inhibitory activity induced by collagen, while zoanthaminone (10) behaved as a potent aggregant agent. These evaluations allowed us to deduce several structure-activity relationships and suggest some mechanisms of action for this type of compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / classification
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Anthozoa / chemistry*
  • Anticoagulants / pharmacology*
  • Arachidonic Acid
  • Blood Platelets / drug effects*
  • Collagen
  • Drug Design
  • Drug Evaluation, Preclinical
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / pharmacology*
  • Humans
  • Molecular Structure
  • Platelet Aggregation / drug effects
  • Platelet Aggregation Inhibitors / chemistry
  • Platelet Aggregation Inhibitors / pharmacology*
  • Structure-Activity Relationship
  • Thrombin

Substances

  • Alkaloids
  • Anticoagulants
  • Heterocyclic Compounds
  • Platelet Aggregation Inhibitors
  • Arachidonic Acid
  • Collagen
  • Thrombin